Oahu, Hawaii - part 1

Aloha everyone! For spring break we made the long long journey down to Hawaii and what a trip we had. We landed in Oahu in the afternoon.. we picked up our car and headed over to our hotel in Waikiki and started to unwind. 

Oʻahu, known as "The Gathering Place," is the third-largest Hawaiian island and home to roughly 70% of the state's population.

Just a week before flying, the hotel emailed us letting us know they were undergoing massive renovations.. yay? So while the hotel was a bit of a mess and honestly the rooms did need the upgrade (pictures do lie) the stay was still excellent. The staff was incredible. If we had a problem, request, concern.. anything at all it took minutes to be fixed. No repeated calls.. no waiting around.. so I will give the staff a big 5 stars!

We were all very jet lagged so we had dinner at Earls Kitchen (one of our best meals) and called it a night.

DAY 2
We got up early.. which was easy thanks to the jet lag and headed straight to Leonard's Bakery. The bakery is world-famous for popularizing malasadas, a Portuguese fried dough pastry, since 1952.




Arriving at 6am meant the line was very short. We took our malasadas and our coffee and headed over to Diamond Head State Monument. Non residents must reserve tickets in advance. We had booked the 6am - 8am time slot and arrived by 6:30. We ate while we walked.

We were surprised by the number of people who commented on our pink bakery box. 



Lēʻahi as referred to by locals is an iconic volcanic tuff crater on Oahu offering panoramic views of Waikiki and the Pacific. There is a paved 1.6 mile trail to the top. There are some stairs and some steep parts but it is relatively easy. It was named "Diamond Head" by British sailors who thought they found diamonds in the crater, though they were actually calcite crystals. The crater was bought by the U.S. government in 1904 for military purposes which is why you will find bunkers and tunnels along the way..

We were done and back in our car by 7:45am.

Since the boys were all hungry again we stopped to have breakfast. 

Our next stop was Spitting Cave. This was tricky to find. It was a small trail tucked between two houses in a very residential area. The trail was short but steep and rocky.


No standing on anything wet is the general rule or you could get swept away. This is also a popular cliff jumping spot..


While we mostly made videos of the cave spitting out the water I managed to get this one here hoping it'll paint a picture for you. It was mesmerizing to watch and we just sat there for sometime. 

Our next stop was Lana'i Lookout which was just fine.. a quick stop or an easy skip. 


Next was Halona Blowhole Lookout. Such a cool stop. You can see ocean water shoot 30 feet into the air from a lava tube.


The blowhole is located in the red circled area. We first saw it from across the way.. then from where the cars were parked. 


Afterwards we went down the beach and right to the blowhole. While mostly we made videos but here are a few photos.



So cool. 

Next we headed to Makapu‘u Point Lighthouse Trail. It was getting hot and there was no parking at the trailhead. People were parking along the side of the road but it would add to the overall hike so after a vote the trail was cut. Instead we stopped at Sandy's Beach and got food from Sandy's Food Truck and ate while watching surfers. The wings were so good!



Then we were back to our hotel and spent some time on our own beach and pool. Waikiki beach was wonderful, Diamond Head in the background.


Soft sands, clear water but.. and this was my own mistake, in my mind - me booking a resort meant the beach chairs and umbrellas would be included. They were not. Kinda killed the vibe just a smidge. 

That night we ate at Buho Cocina - unfortunately the food was just okay. 

DAY 3
We grabbed breakfast from a nearby store and started our day. First stop was Nu'uanu Pali Lookout. Unfortunately by the time we got there a thick fog had rolled it and it had gotten cold and windy. So while there are no pictures to share there is a little history. 

We watched the new Jason Momoa show Chief of War late last year and the cliffs of Pali are the site of the 1795 Battle of Nuʻuanu, where King Kamehameha I secured a pivotal victory, forcing enemy warriors over the cliffs and uniting Oʻahu under his rule, marking a key step in creating the Kingdom of Hawaii.

Next we drove through the town of Kailua and headed over the Lanikai Pillbox Trail. There is no parking at the trailhead so we found parking a few streets away and walked up. The weather was thankfully perfect.. not cold nor hot. A little sun would have made the pictures better but the lack of it made the hike much more doable.


The hike is along the Ka'iwa Ridge and offers great views of the islands of Lanikai and Kailua. We could see people kayaking to the islands, the one on the left had a small beach.



On the hike there were two WWII-era pillboxes which were fun to climb and get an even better view or just some place to hang out for a bit. 





After the hike we went back to the town of Kailua to have lunch. We ate at Over Easy. We had planned to relax on the Kailua beach but due to strong winds and brown water due to earlier rains there was a warning on the beach so we turned right back around and returned to our warm and pristine Waikiki beach. 


We got some shaved ice at Island Vintage. They put a scoop of vanilla ice cream in the middle. Of all the shaved ice we had on the this trip this one was hands down our favorite. 

this post has gotten pretty long so the rest is to be continued... 


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Comments

  1. Your photos are absolutely stunning. Looks like a fantastic trip. Thank you so much for sharing. ❤️

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  2. A good trip then and the views are wonderful. I like blowholes they are great fun.

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  3. gorgeous sunny skies and water is perfection! Looks like a fun family together vacation.

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  4. You definitely get your steps in : ) Looks beautiful!

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  5. I love Hawaii! Usually we went to Maui but we did visit Oahu once. Yes, Honolulu, Waikiki Beach, Diamond Head -- so fab! I love that photo of the chicken's head graffiti art on that pillbox!

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  6. I went to Hawaii once, was given a ticket if I agreed to trap cats at Hapuna Beach, but they were all already fixed, so I got off easy and had the time of my life. I've never been to Oahu, just the big island. That shaved ice looks delicious.

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  7. I've been to Oahu a couple of times, Although we concentrated on more urban sightseeing we took a trolley ride to some of the places you visited. The day we had reservations for Diamond Head the skies were so threatening, and the forecast so unattractive, we bailed on that trip.

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  8. It looks like you had a really nice trip. That sandwich looks amazing and the shaved ice sounds refreshing. Can't wait to hear about the rest of your trip.

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  9. What a fabulous trip so far!

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  10. What a fun spring break vacation! Looks like you saw some great sights, ate wonderful food, and enjoyed yourselves thoroughly!

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  11. There is so much to see in Hawaii. Looks like you all had a great time.

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  12. I love seeing all this and had not figured out where you were other than at a beach. That shaved ice is fun!

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  13. Looks like a wonderful trip!

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  14. Thanks for taking us along on the journey. Lovely photos!

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  15. The views in Hawaii are amazing. I like that picture of you with the sky view. The blowhole is a neat sight. Your lunch sandwich looks huge! And the wings at the food truck sound delicious. Waikiki was the first Hawaiian trip I made with my friends, and I still have such fond memories of it. You have some great family photos here to remember the day.

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  16. I just want to comment how adorable it is that your eldest has your exact beautiful smile. :) Happy Travels!

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  17. These photos are amazing, it looks like you had a wonderful time

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  18. I love all your beautiful photos and the area you covered on this vacation. You packed a lot into your days.

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  19. I enjoyed this one tremendously as it brought back a lot of wonderful memories of our time there several years ago. I recognized many places and a few not which I will make note of. I walked up to the top of Diamond Head also. I am very glad I did it then as if we ever went back, I wouldn't be able to. How nice to see you all enjoying your vacation. Your photos are wonderful and I look forward to your next post very much. Thank you Hena :)

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  20. Hello,
    Sounds like an awesome trip! The views and photos are gorgeous. The food looks delicious too.
    Take care, enjoy your day and happy week.

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  21. That sounds like such a fun start to your trip! The views from your hikes are incredible and the food looks delicious. We found we preferred the shave ice with actual ice cream in it over the stand alone shave ice too. It added a nice creaminess.

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  22. Looks a good trip, your photographs are lovely.
    That blowhole must be fun.

    All the best Jan

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  23. Another amazing trip! Hawaii is our next trip so I will have to come back to your posts.

    https://www.kathrineeldridge.com

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  24. There is so much of interest to see at every turn, it seems. The blow hole would have fascinated me for hours, I think.

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  25. Your trip brought back so many memories for me. We were there a long time ago, sometime in the 90's. Love your pictures!

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  26. Wow! SO many gorgeous photos. :) Looks like you had a fun adventure and got to see some amazing sights, too! Thanks for visiting one of my recent posts!

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  27. Beautiful photos! I've always wanted to go to Hawaii. Maybe someday. Looks like a wonderful trip.

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  28. Magnificent photography and such a fun time in beautiful Hawaii for your family ~
    Hugs ^_^

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  29. That's amazing! You guys are so full of energy.

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  30. Looks and sounds like a wonderful vacation.

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  31. Looks like such amazing fun! We went to Oʻahu and Maui before the pandemic and loved Hawaii.

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  32. aloha...i have always wanted to go!! you guys looks so good and it is wonderful that you are able to see the world!! the landscapes there are so pretty!! everyone looks great...the food too!! i love food trucks and eating on the beach!! and that chicken sandwich, wow!!

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  33. Looks like a good trip.

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  34. What a great way to spend spring break!! Sure wish I could have done that with my kids back in the day:) Hard to imagine "windy and cold" in Hawaii! Love all your photos! Thanks for sharing -

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  35. Blowholes sound like great fun.
    Looks like a wonderful trip.

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  36. When I was a little girl, I thought Hawaii must be the most beautiful place in the world. I've never been there, though, so I thank you so much for sharing all these stunning photos with us.

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  37. What a wonderful trip! And your photos make me want to go there myself:-)

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  38. Isn't it nice when the jet lag works to your advantage? The hotel sounds terrific and so does thta tasty looking bakery. Diamond Head is just beautiful. What a wonderful experience for you two and the boys. Can't wait to hear more!

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  39. Looks like a great trip! The spitting cave and blowhole sound like fun spots to visit and the food pics look delicious :)

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  40. Hawaii looks fabulous! What spectaular;y wild looking beaches and phenomenal views!
    Love the photo of you on the beach with your takeaway boxes and you and your husband looking out over the sea! xxx

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  41. Everything is so beautiful! Sounds like a wonderful break!

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  42. That trip seems wonderful and the food delicious!

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  43. Anonymous4/15/2026

    We went to Leonard's Bakery in Maui!! SO good!

    Carrie
    curlycraftymom.com

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  44. What an amazing trip! I loved reading all the details—especially the early morning stop at Leonard’s (those malasadas are so worth it!). Diamond Head at sunrise sounds like the perfect way to start the day, and the blowhole looks incredible. It’s so helpful hearing your honest take on the hotel and beach setup too. Can’t wait to read the rest of your trip!

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  45. It looks like a wonderful trip! I've always wanted to visit Oahu!

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  46. Yay for Hawaii and Waikiki beach ... some gorgeous photos of your hikes and the views, wow! You make me want to go back and visit. It's been many years since I was there ... but Diamond Head is always great to see. Hope you loved every moment.

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  47. Looks like you were able to see a lot of fun places, and have some great meals :) I am sad to say I don't know much history about that area, neat to hear some of it.

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  48. Hawaii is at the top of my travel bucket list. It looks like you had a lovely time. The shaved ice would be my daughter's favorite part of the trip.

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  49. My sister would live/work in Hawaii from January - February for four years. It was so fun to hear about her adventures.
    She shared that there are a lot of chickens out and about, cats too.
    I enjoyed your photos and the stories of the adventure. And always the food. :-)

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  50. What a fun time. You really kept busy and saw a lot! I love Waikiki.

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  51. May you guys travel a lot. I envy you. Hawaii looks gorgeous and I'm glad you explored so much of the natural highlights of Hawaii. I would love to go there someday.

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  52. Finally! A trip we have in common! I surprised my Grabdma with a trip to Hawai'i for Christmas one year. We stayed at The Lotus at Diamond Head and there were all kinds of renovations going on then, would be funny if you stayed there too and also dealt with renovations! We had such a blast and it is one of my greatest memories of time spent just Grandma and I. We took a trip to the Big Island and went through Volcano National Park and up to the Jaggar Museum; it's so crazy to know that so much of what we saw in 2010 is gone now due to the massive collapse of the Kilauea caldera and thousands of earthquakes.

    I hope you have had the loveliest time and can't wait to see more of your adventures in Hawai'i!!

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  53. That is amazing you went to Hawaii for spring break! All the photos are great, and the malasadas loo delicious!

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  54. What fabulous experiences you are giving your sons and what memories you are making. Thank you for sharing with all of us. Hawaii has been bumped up on our list of places we want to go. Your photos are tremendous and I wish I could reach into the laptop for a pinch of one of those malasadas. Never heard of them before. Breathtaking views. Beautiful family times. That's what life is all about!!

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  55. I love reading about your trip to Hawaii! It is such a beautiful place with so many parts to explore. You guys really made the most of your time! I love the photo of you and hubby looking out. So sweet!

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  56. Hawaii is on my bucket list, I really want to go! I know my mom wants to go, but it is really expensive so she hasn't gone yet. I really want to go to where one of the active volcanoes are too. That shaved ice dessert looks delicious! I also love that you guys had watched about some history and then went and saw that. Thanks so much for sharing all your trips with us!
    https://lisalovesliterature.bookblog.io/2026/04/08/e-galley-review-the-name-game-by-beth-oleary/

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